反应详情

Add, dropwise, to a stirring suspension at −20° C. of trans-2-hydroxymethyl-cyclopropanecarboxylic acid trans-(4-methylcyclohexyl)-amide (Example 11c) (2.85 g, 13.5 mmol), triethylamine (3.74 mL, 27.0 mmol) and 4-(dimethylamino)pyridine (0.1 g, 0.82 mmol) in dichloromethane (100 ml) a solution of methanesulfonic acid (1.59 mL, 20.3 mmol) in DCM (10 mL). When the reaction is complete, pour the mixture into ice water and extract the mixture with DCM. Combine the extracts, wash with 0.1N KHSO4, brine, dry over MgSO4 and concentrate under vacuum. Treat the residue with a mixture of isopropanol/heptane and collect the precipitate by filtration to obtain 2.91 g (74%) of solid, MS m/z=290 (M+H)+.

1. additionAdd
2. customat −20° C.
3. extractionextract the mixture with DCM
4. washwash with 0.1N KHSO4, brine
5. dry with materialdry over MgSO4
6. concentrationconcentrate under vacuum
7. additionTreat the residue
8. additionwith a mixture of isopropanol/heptane
9. customcollect the precipitate
10. filtrationby filtration